Best Bet: Kai-aakmann’s Draped Jersey Skirt

Though the pencil skirt is an indisputable wardrobe staple, the slim-fitting silhouette can be annoyingly constrictive. This heather-gray skirt melds style and comfort. Though it’s made of effortless, wrinkleproof jersey, the draping makes it look gracefully elegant rather than sloppy. The fabric dips just below the hip, flattering curves without adding extra bulk. Dress it up with heels (it also comes in reliable black) or go casual in ballet flats. Either way, you can breathe easy — unlike that businesslike, binding pencil skirt.